SCS-C006106

armochaetoglobin S

Pathway: Alkaloids Superclass: Pseudoalkaloids Class: Cytochalasan alkaloids

Chemical Structure

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Download: SDF SMILES

Source Information

Emericellopsis sp. (NA)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Hypocreales Family Bionectriaceae Genus Emericellopsis Species Emericellopsis sp.

Offshore Hainan Island · 18°13′50.2″ N, 109°37′15.8″ E

DOI: 10.3390/molecules27061823 · Molecules

Drug-likeness (Lipinski Ro5)

Molecular Weight

548.7 Da

Threshold ≤ 500

ALogP

3.01

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C32H40N2O6

Molecular Weight:

548.6800 Da

SMILES:

C/C1=C\[C@@H](C)C/C=C/[C@H]2[C@H](O)[C@](C)(O)[C@@H](C)[C@H]3[C@H](Cc4c[nH]c5ccccc45)NC(=O)[C@]32C(=O)CC[C@H](O)C1=O

InChIKey:

                        RDGPYVKATNNNKN-USMZZGTESA-N
                        
                    

InChI:

InChI=1S/C32H40N2O6/c1-17-8-7-10-22-29(38)31(4,40)19(3)27-24(15-20-16-33-23-11-6-5-9-21(20)23)34-30(39)32(22,27)26(36)13-12-25(35)28(37)18(2)14-17/h5-7,9-11,14,16-17,19,22,24-25,27,29,33,35,38,40H,8,12-13,15H2,1-4H3,(H,34,39)/b10-7+,18-14+/t17-,19-,22-,24-,25-,27-,29-,31+,32+/m0/s1

Calculated Properties

ALogP:

3.011 lipophilicity

TPSA:

139.72 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (2 aromatic)

Chiral Centers:

Fsp³:

0.5312 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006106

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Pseudoalkaloids

NPClassifier Class:

Cytochalasan alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.

Activity	Assay	Target / model	Result	Reference
Antitumor	—	PC-3 cells	screened the remaining ten compounds (4–13) for their inhibitory activity against two prostatic carcinoma cell lines, PC-3 and 22Rv1... None of the compounds showed activity against 22Rv1 cells; however, 5 showed the best inhibitory effect on PC-3 cells	10.3390/molecules27061823 Molecules
Antitumor	—	22Rv1 cells	screened the remaining ten compounds (4–13) for their inhibitory activity against two prostatic carcinoma cell lines, PC-3 and 22Rv1. None of the compounds showed activity against 22Rv1 cells	10.3390/molecules27061823 Molecules
Enzyme inhibition	—	acetylcholinesterase (AChE)	the acetylcholinesterase (AChE) inhibitory activity of 4–13 was evaluated by in vitro experiments... 8 showed potent AChE inhibitory activity... whereas 4–6 and 9 exhibited moderate effects	10.3390/molecules27061823 Molecules

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